Can't Win. Do Try. In a bid to extend his adolescence, Gordon convinces his reluctant fiancée to allow his best-friend Jez and himself to live in the house they have just bought in a bachelor pad situation for the year before they get married. Details Casts Videos Galleries Posters Title Can't Win. Do Try. Release Date 2016-10-31 Runtime 01 Hours 46 Minutes Genres Drama Comedy Production Companies L'Entranger Films, Sudden Departure Films Production Countries Australia Adriane Daff... Kelly... Fiannah de Rue... Molly... Matt Furlani... O'Hara... Chelsea Gibson... Jim Jam... Cj Hampson... Crystal... Tanya Jade... Melisa... Christopher Millington... Jez... Aimee Claire Nicholls... Amber... Harry Quinlan... Gordon... Christien Reid... BMW... Bianca Roose... Sloane... Can't Win. Do Try. Trailer (Trailer) Original Size (1920x1080) Original Size (2000x3000) Original Size (1191x1684) Original Size (678x960)